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he doesn't really care and so doesn't really have a very developed sense of style so he ends up taking cues based on what the women he's with is doing and/or likes. This may not be the norm for celebrities but I think it is generally. He's with lots of women and there are lots of pictures so it's more obvious. What IS odd is that a psychologist wouldn't be embarrased to suggest that the absemce of an elaborately developed fashion sense constitutes a significant personality deficiency.